Doggy Day Care in Williamsburg, Milwaukee, WI
Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

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Top rated Williamsburg doggy day care sitters

“Thank you so much to Kim! Kim was a fantastic dog sitter for our dog Mushi today. She's very friendly and made us feel very comfortable about leaving our lab mix rescue with her while we enjoyed the Milwaukee Zoo. She walked Mushi and also gave us updates as well as pictures. I highly recommend her to watch your dog.”


“Adrienne was Roo’s best friend for a day, and was everything I was looking for and more. Roo had a day full of adventures, and Adrienne sent us plenty of photos! We will definitely be return customers. Highly recommended!!”



“Jan was great! She knew I was concerned that my sometimes reactive doggie might misbehave in a new place but Jan sent me an update right away to let me know she was doing well. She sent messages and pics throughout the day for reassurance, even though I didn’t ask her to.”


“Naomi is great. I took a chance given she is new on Rover as she just moved to Milw. she was accommodating to set up a meet and greet a couple days before I needed day care for my pup. what is attentive and listened about my dog. Communicated and sent pictures throughout his day with her. My pup was well cared for and really liked her! sometimes it’s hard when there’s not a lot of reviews, but I am glad I took a chance and I highly recommend Naomi! THANK YOU NAOMI!”


“Marycruz is amazing! My dog loves her and gets along great with her pup. She sent lots of pics and was great at communicating. This is the second time she’s watched my dog for day care and she’s very trustworthy! Very glad she’s on Rover - 11/10 sitter!”



“MJ was amazing with Bobo and warmed up to him in such a short amount of time (usually it takes a while and even days!) He knew how to read Bobo and knew exactly how to interact with him. Definitely will be seeking out MJ to look after Bobo many more times.”



“We love having Louie stay with Auria….he comes home happy and having him with other dogs has clearly made him more social at home and in the neighborhood. Auria is our “go-to sitter!”


“I highly recommend Lucas for anyone needing a reliable dog sitter. He kept Milo safe and entertained. I returned to a happy puppy ❤️ thank you again Lucas and Harley!”


“This was my first pet sitting experience, and my first time using Rover. Vicki was awesome and took great care of little Gracie. Her house was neat, and a good place for my little dog to hang out for the day.”


“Ryan is so wonderful with our puppy! He did an initial meet and greet and we instantly could tell her truly cares for pets. He was always extremely responsive and proactively provided updates through our pup’s stay - we knew she was in good hands. Thank you Ryan!”


“Miranda took care of my dog like nobody would. She was flexible and patient, and I will absolutely take my dear Galleta with her again. Miranda is super reliable and clearly loves animals. Galleta had lots of fun with her dog, Bandit. Thanks a lot for an amazing daycare experience for my dog!”


“Marisa was very attentive to my pup during her stay. My dog doesn’t love new environments and gets anxious when separated from me and Marisa gave her her full attention and ensured she felt comfortable during her stay which I greatly appreciated. 10/10 recommend!”


“George was so happy when I picked him up! He fell asleep as soon as he got home and now is dreaming about his super long walk with Megan. I can tell that George had a wonderful day and Megan went the extra mile to make him eat his food even though he’s been fuzzy because of medication. I will definitely bring George back next time he needs a sitter.”


About: My experience caring for dogs and cats will allow me to provide the best care for your pet while you can stay worry free at work, out of town, etc. I’m active and love to be out and about, and would love to help provide your pet with more activity time. I make communication with pet owners a priority so that you’re sure of the care being provided. Thanks for considering me and please contact me with any questions! I’m a virtual school psychologist, fully remote, which allows me to have great flexibility throughout the week to be able to care for your pets! I ensure pets are safe and comfortable in my care. I’m attentive to their needs and careful to follow owners’ instructions and guidelines. I’ve been described as reliable, trustworthy, helpful, and tidy.

“Veronica did a great job watching my dog for daycare and my pup absolutely adored her! She was super communicative and sent lots of updates and pictures. Definitely would book again!”


“Celeste, Hattie, and Alison took amazing care of my puppy! They sent pictures and updates throughout the stay and were so awesome to work with. 100% would definitely recommend them to anyone in need of a dog sitter. Thank you ladies so much!!”

Loving doggy day care in your neighborhood
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Caitlin K.Star Sitter

“Caitlin is wonderful with Mira! I am totally at ease when Mira is with her, and I am also happy for Mira to have such a fun and caring friend…:) 🐶🙋♀️🫶”


Kim S.Star Sitter

“Thank you so much to Kim! Kim was a fantastic dog sitter for our dog Mushi today. She's very friendly and made us feel very comfortable about leaving our lab mix rescue with her while we enjoyed the Milwaukee Zoo. She walked Mushi and also gave us updates as well as pictures. I highly recommend her to watch your dog.”


Adrienne N.Star Sitter

“Adrienne was Roo’s best friend for a day, and was everything I was looking for and more. Roo had a day full of adventures, and Adrienne sent us plenty of photos! We will definitely be return customers. Highly recommended!!”




Jan H.Star Sitter

“Jan was great! She knew I was concerned that my sometimes reactive doggie might misbehave in a new place but Jan sent me an update right away to let me know she was doing well. She sent messages and pics throughout the day for reassurance, even though I didn’t ask her to.”


Naomi M.

“Naomi is great. I took a chance given she is new on Rover as she just moved to Milw. she was accommodating to set up a meet and greet a couple days before I needed day care for my pup. what is attentive and listened about my dog. Communicated and sent pictures throughout his day with her. My pup was well cared for and really liked her! sometimes it’s hard when there’s not a lot of reviews, but I am glad I took a chance and I highly recommend Naomi! THANK YOU NAOMI!”


Marycruz A.

“Marycruz is amazing! My dog loves her and gets along great with her pup. She sent lots of pics and was great at communicating. This is the second time she’s watched my dog for day care and she’s very trustworthy! Very glad she’s on Rover - 11/10 sitter!”




Michael J K.Star Sitter

“MJ was amazing with Bobo and warmed up to him in such a short amount of time (usually it takes a while and even days!) He knew how to read Bobo and knew exactly how to interact with him. Definitely will be seeking out MJ to look after Bobo many more times.”




Auria R.Star Sitter

“We love having Louie stay with Auria….he comes home happy and having him with other dogs has clearly made him more social at home and in the neighborhood. Auria is our “go-to sitter!”


Lucas Y.Star Sitter

“I highly recommend Lucas for anyone needing a reliable dog sitter. He kept Milo safe and entertained. I returned to a happy puppy ❤️ thank you again Lucas and Harley!”


Vicki S.Star Sitter

“This was my first pet sitting experience, and my first time using Rover. Vicki was awesome and took great care of little Gracie. Her house was neat, and a good place for my little dog to hang out for the day.”


Ryan T.Star Sitter

“Ryan is so wonderful with our puppy! He did an initial meet and greet and we instantly could tell her truly cares for pets. He was always extremely responsive and proactively provided updates through our pup’s stay - we knew she was in good hands. Thank you Ryan!”


Amy T.

“Amy and Ozzy were wonderful!”


Miranda E.

“Miranda took care of my dog like nobody would. She was flexible and patient, and I will absolutely take my dear Galleta with her again. Miranda is super reliable and clearly loves animals. Galleta had lots of fun with her dog, Bandit. Thanks a lot for an amazing daycare experience for my dog!”


Tishara M.

“This young lady was amazing, very kind and polite. She provided pics of there park trip and I couldn’t be happier with her service!!! Highly recommend”


Marisa C.

“Marisa was very attentive to my pup during her stay. My dog doesn’t love new environments and gets anxious when separated from me and Marisa gave her her full attention and ensured she felt comfortable during her stay which I greatly appreciated. 10/10 recommend!”


Mikalanne T.Star Sitter

“Mikalanne is so kind and professional. They took our Cavapoo for the weekend and provided helpful updates and excellent care. Highly recommend.”


Megan K.


“George was so happy when I picked him up! He fell asleep as soon as he got home and now is dreaming about his super long walk with Megan. I can tell that George had a wonderful day and Megan went the extra mile to make him eat his food even though he’s been fuzzy because of medication. I will definitely bring George back next time he needs a sitter.”


Morgan S.
“I have two large, active huskies that require a lot of attention. They are fun loving and Morgan was able to provide them with all the love in the world! I can tell Morgan is a very genuine person who truly loves hanging out with pets. She is responsible and will treat your dogs like they are her own. I highly recommend her!”


Veronica W.

“Veronica did a great job watching my dog for daycare and my pup absolutely adored her! She was super communicative and sent lots of updates and pictures. Definitely would book again!”


Hattie G.


“Celeste, Hattie, and Alison took amazing care of my puppy! They sent pictures and updates throughout the stay and were so awesome to work with. 100% would definitely recommend them to anyone in need of a dog sitter. Thank you ladies so much!!”
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your dog sitter has to cancel, we’ll work with you to find a new sitter.
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We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Doggy Day Care FAQs
Frequently asked questions about Rover
Typically, sitters offering doggy day care on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your dog in no time!
Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Williamsburg.
Williamsburg doggy day care sitters are happy to take care of your dog while you’re at work or unavailable for the day. Book a one-time visit, or set up a regular rhythm with your favorite Williamsburg sitter. Drop off your dog at the sitter’s home and rest easy knowing they’ll get frequent potty breaks, plenty of playtime, and lots of love. Doggy day care is great for:
- Puppies and high-energy dogs
- Dogs with special needs, including seniors
- Pet parents who work long hours
- Dogs with separation anxiety
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your doggy day care sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your doggy day care sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your doggy day care service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
